Synthesis and biological evaluation of derivatives of 2-{2-fluoro-4-[(2- oxocyclopentyl)methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low gastric ulcerogenic activity

Naoki Yamakawa, Shintaro Suemasu, Yoshinari Okamoto, Ken Ichiro Tanaka, Tomoaki Ishihara, Teita Asano, Keishi Miyata, Masami Otsuka, Tohru Mizushima

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18 Citations (Scopus)


We previously reported that 2-fluoroloxoprofen has lower gastric ulcerogenic activity than loxoprofen, a nonsteroidal anti-inflammatory drug (NSAID) without selectivity for COX-2. We synthesized derivatives of 2-fluoroloxoprofen and studied their properties. Compared to 2-fluoroloxoprofen, one derivative, 11a, exhibited higher anti-inflammatory activity and an equivalent ulcerogenic effect. These results suggest that 11a could be therapeutically beneficial for use as an NSAID.

Original languageEnglish
Pages (from-to)5143-5150
Number of pages8
JournalJournal of Medicinal Chemistry
Issue number11
Publication statusPublished - 2012 Jun 14


ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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